Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | 3-Bromo-4-(methanesulfonyl)benzaldehyde | HCID 21251734 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9862983 | HCID 9862983 | — |
Reaction Steps
To a solution containing 0.68 g 3-bromo-4-methylsulfonylbenzaldehyde, 0.03 ml piperidine and 0.02 ml formic acid in 20 ml DMF was added 0.59 ml 2,4-pentanedione with stirring at 20° C. The solution was stirred overnight at 20° C. and poured into water. The product was extracted with ethyl acetate, washed with water and evaporated to dryness in vacuo. The residue was crystallized from methanol, yield 0.18 g (20%), mp 135-139° C. 1H-NMR (DMSO-d6, 400 MHz): 2.28 (s, 3 H, CH3), 2.50 (s, 3 H, CH3), 3.36 (s, 3 H, CH3), 7.60 (d, 1 H, Ar), 7.99 (d, 1 H, Ar), 8.12 (d, 1 H, Ar), 7.71 (s, 1 H, CH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06201027B1 |
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| Source dataset | uspto-grants-2001_03 |
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| ORD ID | ord-f6d931d0fe384b5c8333757cce401247 |
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| Source note | uspto-grants-2001_03 |
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